Hydrochloric Acid → (4-Octylphenyl)acetic acid

HRID 358812ノート

反応式

HRID 358812 の反応式
[CH2:1]([C:9]1[CH:14]=[CH:13][C:12](CC(N2CCOCC2)=S)=[CH:11][CH:10]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[CH2:24]([OH:26])[CH3:25].[OH-:27].[K+].Cl>C(OCC)(=O)C.O>[CH2:1]([C:9]1[CH:10]=[CH:11][C:12]([CH2:25][C:24]([OH:27])=[O:26])=[CH:13][CH:14]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 14817236HCID 14817236、化合物

生成物 1

HCID 12387347(4-Octylphenyl)acetic acid収率 74%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

117 g of the 4[2-(4-octylphenyl)-1-thioxoethyl]morpholine was added to 250 ml of ethanol and dissolved therein. 50 ml of water and 46.3 g of potassium hydroxide were added to the obtained solution and the mixture was refluxed for three hours and then allowed to cool to room temperature. Then 10% hydrochloric acid was added thereto by portions until the mixture became acidic. After adding 500 ml of ethyl acetate, the organic layer was washed with water until the aqueous layer became neutral. The organic layer was separated and the solvent was distilled off. To the residue, were added 500 ml of triethylene glycol, 70 ml of water and 77.2 g of potassium hydroxide and the resulting mixture was refluxed for four hours. After allowing to cool to room temperature, 10% hydrochloric acid was added thereto by portions until it became acidic. After adding 500 ml of ethyl acetate, the organic layer was washed with water until the aqueous layer became neutral. The organic layer was separated and dehydrated over anhydrous sodium sulfate. The solvent was distilled off and the residue was recrystallized from hexane. Thus 65.5 g of p-octylphenylacetic acid was obtained. Yield: 74%.

後処理

  1. dissolutiondissolved
  2. temperaturethe mixture was refluxed for three hours
  3. washthe organic layer was washed with water until the aqueous layer
  4. customThe organic layer was separated
  5. distillationthe solvent was distilled off
  6. additionTo the residue, were added 500 ml of triethylene glycol, 70 ml of water and 77.2 g of potassium hydroxide
  7. temperaturethe resulting mixture was refluxed for four hours
  8. temperatureto cool to room temperature
  9. addition10% hydrochloric acid was added
  10. additionAfter adding 500 ml of ethyl acetate
  11. washthe organic layer was washed with water until the aqueous layer
  12. customThe organic layer was separated
  13. distillationThe solvent was distilled off
  14. customthe residue was recrystallized from hexane

出典と根拠

ORDレコード
ord-922eaed3839349dbaea6a4490e101016
出典データセット
uspto-grants-1991_03
特許番号
US04997942

反応ノート

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